Reaktion #2045091

Reaktionsgleichung

3-chloro-5-(6-chloro-pyridin-3-yl)-6-methyl-4-(2,4,6-trifluorophenyl)-pyridazine

sodium methoxide

methanol

→

4-(6-chloro-pyridin-3-yl)-6-methoxy-3-methyl-5-(2,4,6-trifluoro-phenyl)-pyridazine

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturis heated for 6 h to 60° C
2. 2
   TemperaturSubsequently the reaction mixture is cooled
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   WaschenThe combined organic layer is washed with water and brine
5. 5
   Trocknendried over sodium sulfate
6. 6
   Sonstigeevaporated under reduced pressure
7. 7
   SonstigeThe remainder is purified by chromatography on silica gel
8. 8
   workup.ADDITIONa mixture of heptane/ethyl acetate 3:1 as eluent

Vorschrift

A mixture of 3-chloro-5-(6-chloro-pyridin-3-yl)-6-methyl-4-(2,4,6-trifluorophenyl)-pyridazine (Compound No. I.a.11, 700 mg), sodium methoxide (30% solution in methanol, 750 mg) and 10 ml of methanol is heated for 6 h to 60° C. Subsequently the reaction mixture is cooled, diluted with water and extracted with ethyl acetate. The combined organic layer is washed with water and brine, dried over sodium sulfate and evaporated under reduced pressure. The remainder is purified by chromatography on silica gel, using a mixture of heptane/ethyl acetate 3:1 as eluent to obtain 4-(6-chloro-pyridin-3-yl)-6-methoxy-3-methyl-5-(2,4,6-trifluoro-phenyl)-pyridazine (Compound I.a.12), m.p. 123-124° C.

Quelle